Patent US4248956A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4248956A Expired / Lapsed US ⏱️ 0.0 years remaining

Photographic products and processes employing heterocyclic azo dye developer compounds

Assignee: Eastman Kodak Co
•
Filing: 1979-03-02
•
Granted: 1981-02-03
•
Expires: 1999-03-02
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Photographic elements, diffusion transfer assemblages and processes are described which employ a novel dye developer compound having a dye moiety such as an arylazo-pyrazolotriazole. The compound contains: (a) a nitrogen atom in a metal chelating location in at least one of the rings attached to the azo group; (b) in the ortho position of the arylazo moiety a metal chelating group (or a salt thereof or a hydrolyzable precursor thereof), and (c) a silver halide developer moiety. The dye developer is transferred imagewise to an image-receiving layer where it is contacted with metal ions to form a metal-complexed dye developer transfer image of excellent stability.

Inventors

  • 👤 Brian D. Baigrie
  • 👤 Joseph Bailey
  • 👤 Linda G. Johnston
  • 👤 Miroslav V. Mijovic

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 11:49
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; C07D233/00; C07D233/54; C07D233/66; C07D233/88; C09; C09B; C09B29/00; C09B29/02; C09B43/00; C09B43/32; C09B45/00; G; G03; G03C; G03C8/00; G03C8/02; G03C8/08; G03C8/10; G03C8/12; G03C8/14; G03C8/16; G03C8/18

Claims Analysis

Total Claims: 35
Claim 1
Independent Claim 41 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a diffusible dye developer compound, the improvement wherein said dye developer compound has the following formula: ##STR10## wherein:
Claim 2
Dependent Claim 41 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a diffusible dye developer compound, the improvement wherein said dye developer compound has the following formula: ##STR10## wherein:
Claim 3
Dependent Claim 52 words
Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 4
Dependent Claim 52 words
Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 5
Dependent Claim 60 words
The photographic element of claim 1 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a hydrolyzable ester group having the formula -OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms.
Claim 6
Dependent Claim 58 words
The photographic element of claim 1 wherein said silver halide developing moiety is either a benzene or naphthalene radical which is substituted by at least two groups selected from the group consisting of hydroxyl and amino groups which are situated ortho or para to each other so as to be capable of developing an exposed silver halide emulsion.
Claim 7
Dependent Claim 85 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a diffusible dye developer compound, the improvement wherein said dye developer compound has a 7-arylazo-pyrazolotriazole dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 8
Dependent Claim 85 words
In a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer, said emulsion layer having associated therewith a diffusible dye developer compound, the improvement wherein said dye developer compound has a 7-arylazo-pyrazolotriazole dye moiety, said compound containing: (a) in the ortho position of the arylazo moiety a metal chelating group, a salt thereof or a hydrolyzable precursor thereof, and (b) a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 9
Dependent Claim 54 words
The photographic element of claim 4, wherein said compound has the formula: ##STR11## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; A is an organic divalent linking radical; n is either 0 or 1; and Dev is said silver halide developing moiety which is a dihydroxyphenyl substituent.
Claim 10
Dependent Claim 61 words
The photographic element of claim 5 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; or a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms.
Claim 11
Dependent Claim 18 words
The photographic element of claim 5 wherein A is ethylene, n is 1 and Dev is a hydroquinone.
Claim 12
Dependent Claim 13 words
The photographic element of claim 4 wherein said dye developer compound is: ##STR12##
Claim 13
Dependent Claim 120 words
In a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having a diffusible cyan dye developer associated therewith, a green-sensitive silver halide emulsion layer having a diffusible magenta dye developer associated therewith, and a blue-sensitive silver halide emulsion layer having a diffusible yellow dye developer associated therewith, the improvement wherein at least one of said dye developers has the following formula: ##STR13## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 14
Dependent Claim 120 words
In a photographic element comprising a support having thereon a red-sensitive silver halide emulsion layer having a diffusible cyan dye developer associated therewith, a green-sensitive silver halide emulsion layer having a diffusible magenta dye developer associated therewith, and a blue-sensitive silver halide emulsion layer having a diffusible yellow dye developer associated therewith, the improvement wherein at least one of said dye developers has the following formula: ##STR13## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions.
Claim 15
Dependent Claim 124 words
In a photographic assemblage to be processed by an alkaline processing composition, said assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound; and (b) a dye image-receiving layer; the improvement wherein said dye developer has the following formula: ##STR14## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 16
Dependent Claim 124 words
In a photographic assemblage to be processed by an alkaline processing composition, said assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound; and (b) a dye image-receiving layer; the improvement wherein said dye developer has the following formula: ##STR14## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 17
Dependent Claim 135 words
In a photographic assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means for discharging same within said assemblage; said assemblage containing a silver halide developing agent, the improvement wherein said dye developer has the following formula: ##STR15## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 18
Dependent Claim 135 words
In a photographic assemblage comprising: (a) a photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound; (b) a dye image-receiving layer; and (c) an alkaline processing composition and means for discharging same within said assemblage; said assemblage containing a silver halide developing agent, the improvement wherein said dye developer has the following formula: ##STR15## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 19
Dependent Claim 23 words
The photographic assemblage of claim 11 wherein Z represents the atoms necessary to complete a phenyl group and Z' represents a pyrazolotriazole nucleus.
Claim 20
Dependent Claim 60 words
The photographic assemblage of claim 11 wherein G is hydroxy; amino; carboxy; sulfonamido; sulfamoyl; a hydrolyzable ester group having the formula --OCOR 1 , --OCOOR 1 , --OCON(R 1 ) 2 or --COOR 1 , wherein R 1 is an alkyl group having 1 to about 4 carbon atoms or an aryl group having 6 to about 8 carbon atoms.
Claim 21
Dependent Claim 58 words
The photographic assemblage of claim 11 wherein said silver halide developing moiety is either a benzene or naphthalene radical which is substituted by at least two groups selected from the group consisting of hydroxyl and amino groups which are situated ortho or para to each other so as to be capable of developing an exposed silver halide emulsion.
Claim 22
Dependent Claim 40 words
The photographic assemblage of claim 11 wherein: (a) said dye image-receiving layer is located between said support and said silver halide emulsion layer; and (b) said assemblage also includes a transparent cover sheet over the layer outermost from said support.
Claim 23
Dependent Claim 21 words
The photographic assemblage of claim 15 wherein said cover sheet has thereon, in sequence, a neutralizing layer and a timing layer.
Claim 24
Dependent Claim 60 words
The photographic assemblage of claim 16 wherein said discharging means is a rupturable container containing said alkaline processing composition and an opacifying agent, said container being so positioned during processing of said assemblage that a compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and the layer outermost from said support.
Claim 25
Dependent Claim 40 words
The photographic assemblage of claim 11 wherein said support having thereon said photosensitive silver halide emulsion layer is opaque and said dye image-receiving layer is located on a separate transparent support superposed over the layer outermost from said opaque support.
Claim 26
Dependent Claim 25 words
The photograpic assemblage of claim 18 wherein said transparent support has thereon, in sequence, a neutralizing layer, a timing layer, and said dye image-receiving layer.
Claim 27
Dependent Claim 30 words
The photographic assemblage of claim 11 wherein said dye developer compound has a 7-arylazo-pyrazolotriazole dye moiety, said compound containing said G moiety in the ortho position of the arylazo moiety.
Claim 28
Dependent Claim 54 words
The photographic assemblage of claim 20 wherein said compound has the formula: ##STR16## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; A is an organic divalent linking radical; n is either 0 or 1; and Dev is said silver halide developing moiety which is a dihydroxyphenyl substituent.
Claim 29
Dependent Claim 18 words
The photographic assemblage of claim 21 wherein A is ethylene, n is 1 and Dev is a hydroquinone.
Claim 30
Dependent Claim 234 words
In an integral photographic assemblage comprising: (a) a photosensitive element comprising an opaque support having thereon the following layers in sequence: a red-sensitive silver halide emulsion layer having a diffusible cyan dye developer associated therewith, a green-sensitive silver halide emulsion layer having a diffusible magenta dye developer associated therewith, and a blue-sensitive silver halide emulsion layer having a diffusible yellow dye developer associated therewith; (b) a transparent sheet superposed over said blue-sensitive silver halide emulsion layer and comprising a transparent support having thereon, in sequence, a neutralizing layer, a timing layer and a dye image-receiving layer; and (c) a rupturable container containing an alkaline processing composition and an opacifying agent which is so positioned during processing of said assemblage that a compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein one of said dye developers has the following formula: ##STR17## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 31
Dependent Claim 234 words
In an integral photographic assemblage comprising: (a) a photosensitive element comprising an opaque support having thereon the following layers in sequence: a red-sensitive silver halide emulsion layer having a diffusible cyan dye developer associated therewith, a green-sensitive silver halide emulsion layer having a diffusible magenta dye developer associated therewith, and a blue-sensitive silver halide emulsion layer having a diffusible yellow dye developer associated therewith; (b) a transparent sheet superposed over said blue-sensitive silver halide emulsion layer and comprising a transparent support having thereon, in sequence, a neutralizing layer, a timing layer and a dye image-receiving layer; and (c) a rupturable container containing an alkaline processing composition and an opacifying agent which is so positioned during processing of said assemblage that a compressive force applied to said container will effect a discharge of the container's contents between said transparent sheet and said blue-sensitive silver halide emulsion layer; said assemblage containing a silver halide developing agent; the improvement wherein one of said dye developers has the following formula: ##STR17## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, and wherein said dye image-receiving layer or a layer adjacent thereto contains metal ions.
Claim 32
Dependent Claim 191 words
A process for producing photographic transfer image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound having the following formula: ##STR18## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, said process comprising: (a) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of each of the exposed silver halide emulsion layers; (b) forming an imagewise distribution of diffusible dye developer as a function of said imagewise exposure of each of said silver halide emulsion layers; (c) at least a portion of said imagewise distribution of said dye developer diffusing to a dye image-receiving layer; and (d) contacting said imagewise distribution of said dye developer with metal ions, thereby forming a metal-complexed, dye developer transfer image.
Claim 33
Dependent Claim 191 words
A process for producing photographic transfer image in color in an imagewise-exposed photographic element comprising a support having thereon at least one photosensitive silver halide emulsion layer having associated therewith a diffusible dye developer compound having the following formula: ##STR18## wherein: Z represents the atoms necessary to complete a phenyl group; Z' represents a pyrazolotriazole nucleus; G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; said compound also containing a silver halide developing moiety which is capable of developing an exposed silver halide emulsion under photographic processing conditions, said process comprising: (a) treating said photographic element with an alkaline processing composition in the presence of a silver halide developing agent to effect development of each of the exposed silver halide emulsion layers; (b) forming an imagewise distribution of diffusible dye developer as a function of said imagewise exposure of each of said silver halide emulsion layers; (c) at least a portion of said imagewise distribution of said dye developer diffusing to a dye image-receiving layer; and (d) contacting said imagewise distribution of said dye developer with metal ions, thereby forming a metal-complexed, dye developer transfer image.
Claim 34
Dependent Claim 29 words
The process of claim 24 wherein said dye developer compound has a 7-arylazo-pyrazolotriazole dye moiety, said compound containing said G moiety in the ortho position of the arylazo moiety.
Claim 35
Dependent Claim 53 words
The process of claim 25 wherein said compound has the formula: ##STR19## wherein: G is a metal chelating group, a salt thereof or a hydrolyzable precursor thereof; A is an organic divalent linking radical; n is either 0 or 1; and Dev is said silver halide developing moiety which is a dihydroxyphenyl substituent.

References Cited (Backward Citations)

US3453107A Cited
US3563739A Cited
US3932380A Cited
US4099972A Cited
US4142891A Cited
US4147544A Cited
US4148641A Cited
US4148642A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-03 1984-08-04 1985-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-03 1988-08-04 1989-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-03 1992-08-04 1993-02-03 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag